benzyl 4-[(2RS)-1-(tert-butyl-dimethylsilyl)-4-oxoazetidin-2-yl]-3-oxobutanoate

Base Information

Chemical Name:benzyl 4-[(2RS)-1-(tert-butyl-dimethylsilyl)-4-oxoazetidin-2-yl]-3-oxobutanoate
CAS No.:74476-27-0
Molecular Formula:C₂₀H₂₉NO₄Si
Molecular Weight:375.54
Hs Code.:

Synonyms:benzyl 4-[(2RS)-1-(tert-butyl-dimethylsilyl)-4-oxoazetidin-2-yl]-3-oxobutanoate

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Chemical Property of benzyl 4-[(2RS)-1-(tert-butyl-dimethylsilyl)-4-oxoazetidin-2-yl]-3-oxobutanoate

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Technology Process of benzyl 4-[(2RS)-1-(tert-butyl-dimethylsilyl)-4-oxoazetidin-2-yl]-3-oxobutanoate

There total 7 articles about benzyl 4-[(2RS)-1-(tert-butyl-dimethylsilyl)-4-oxoazetidin-2-yl]-3-oxobutanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

: 81957-87-1
N-(t-butyldimethylsilyl)-4-(3-benzyloxycarbonyl-2-hydroxypropyl)-azetidin-2-one

: 74476-27-0
benzyl 4-[(2RS)-1-(tert-butyl-dimethylsilyl)-4-oxoazetidin-2-yl]-3-oxobutanoate

Guidance literature:: With dipyridine chromium trioxide; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4039(00)93616-5

Reference yield:

: 67501-91-1
N-(t-butyldimethylsilyl)-4-(2-acetoxyethyl)-azetidin-2-one

: 74476-27-0
benzyl 4-[(2RS)-1-(tert-butyl-dimethylsilyl)-4-oxoazetidin-2-yl]-3-oxobutanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 55 percent / NaOMe / methanol / 0 °C

2: 74 percent / CrO₃*2C₆H₅N / CH₂Cl₂ / Ambient temperature

3: 96 percent / LDA / tetrahydrofuran / -78 °C

4: 73 percent / CrO₃*2C₆H₅N / CH₂Cl₂ / Ambient temperature

With dipyridine chromium trioxide; lithium diisopropyl amide; sodium methylate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)93616-5

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 74476-27-0
benzyl 4-[(2RS)-1-(tert-butyl-dimethylsilyl)-4-oxoazetidin-2-yl]-3-oxobutanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / Et₃N / dimethylformamide / 0 - 25 °C

2: 55 percent / NaOMe / methanol / 0 °C

3: 74 percent / CrO₃*2C₆H₅N / CH₂Cl₂ / Ambient temperature

4: 96 percent / LDA / tetrahydrofuran / -78 °C

5: 73 percent / CrO₃*2C₆H₅N / CH₂Cl₂ / Ambient temperature

With dipyridine chromium trioxide; triethylamine; lithium diisopropyl amide; sodium methylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)93616-5